1. Catalytic Enantioselective Synthesis Enabled by Electrochemistry.
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Faisca Phillips, Ana Maria and Pombeiro, Armando J. L.
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ELECTROCHEMISTRY , *INDUSTRIAL chemistry , *BIOACTIVE compounds , *MATERIALS science , *ABSTRACTION reactions , *HYDROPEROXIDES , *ANNULATION , *OXIDATIVE coupling , *DIAMINES - Abstract
Keywords: electrosynthesis; asymmetric synthesis; chirality; anodic oxidation; cathodic reduction; electrolysis; homogeneous catalysis; radicals EN electrosynthesis asymmetric synthesis chirality anodic oxidation cathodic reduction electrolysis homogeneous catalysis radicals 2926 2942 17 08/31/23 20230915 NES 230915 Graph 1 Introduction The present-day concerns with environmental protection are driving chemists more and more to find cleaner, step-economical and low-waste generating approaches to synthesis, which also use readily available starting materials and do not consume much energy. It was postulated that the benzylic radicals, obtained by single electron oxidation, underwent radical-radical coupling with a radical formed by a chiral catalyst bound-substrate in a manner similar to that of the previous example (Scheme 1). Key to success was the ability of the rhodium catalyst to reduce the oxidation potential of the catalyst-bound substrate in its enolate form B I b , after deprotonation, allowing a mild and selective anodic oxidation reaction to take place (Scheme 2). 2.3 Alkynylation [C(sp 3)-C(sp) Bond Formation] Although the Shono oxidation for the -functionalization of amines is one of the most studied anodic oxidation reactions, catalytic asymmetric variants of the reaction have not been very much explored. [Extracted from the article]
- Published
- 2023
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